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As long as your journal has room for both, put Ming on hold and do Jack's while it is offered. The next level above Vipers is light galleons & frigates; but even they can be nasty if you are low level. Watch out for fireballs! Sail from PR or Tortuga and you should see plenty of targets. I've never figured out where particular levels of those ships are or if it can be predicted or if it matters.
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